Private suite vacation rentals in Orange County

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 4 people.

The Edge: wineries, hike, lake and mountain views!

Spacious and stylish 2 bedroom, 1 bath, guest suite, situated in front of Sterling Forest and directly across the street from Greenwood Lake offering a peaceful setting, incredible lake views, and seasonal beach access! Just a 5 minute drive to village restaurants and shops, 10 minutes to Tuxedo, and 15 minutes to Warwick, this is the perfect setting for a relaxed and fun getaway no matter what your plans. You'll never want to leave, but you'll always remember you stayed! Permit #: 21-07657 B

The Loft Down Under

The Loft Down Under is a short walk to Main St., where you can walk to live music at the Town Crier and Quinn’s, and restaurants that suit every taste! Mosey over to Dennings Point Distillery or Melzingah Tap House after kayaking at scenic Long Dock Park on the Hudson, or hiking Mt. Beacon. Hang out in the lounge or patio at the Roundhouse. Browse the flea market and the farmer’s market on Sunday after brunch. Visit historical sites, shop unique artisan shops, visit the DIA, and so much more!

THE FULL WEEKENDER/private entrance

A super charming and comfortable room, private bath and A PRIVATE ENTRANCE, located two blocks from the Roundhouse and Fishkill Creek. * * As of September 15, 2026 Airbnb will be tagging THEIR service fee of 18.5% , per night, onto our room price. Adding THEIR service fee onto our room rate, will jump the charge for one night from $125 to $162. They claim separating fees and room cost confuse guests. Maybe in the future, they're intending to put a new extraneous charge onto guests ?

Serene Victorian Guest Apartment with Clawfoot Tub

Escape to a stunningly renovated private 3rd-floor apartment in a 6000 sq ft. 1883 Victorian Manor in Blooming Grove, NY. Designed for 1–6 guests, this light-filled space offers comfort and classic charm in a peaceful country setting. Includes luxe beds, a clawfoot tub, French-door shower, and kitchenette with sunny breakfast nook. An ideal sanctuary. Views of wildflowers, quiet country, and cows next door. 3rd Floor up two staircases, rewarded with a stunning space and elevated views.

Hiker's nest

This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

Cozy retreat, centrally located in Beacon NY

Studio apartment with private bathroom for single person or couple (3rd guest can sleep on sofa). It is walking distance to Metro-North and Main St. Beacon. Private entrance on the right-side of the house. Queen bed with mini-fridge, coffee maker and microwave (no kitchen, no cleaning fee!). A quiet homebase to explore all the Hudson Valley has to offer. **Winter Advisory ** I will refund 100% if you chose to cancel your reservation due to a forecasted snow event within 24hrs of arrival

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

Creekside Lodge on the Mighty Delaware River

A fully renovated suite apartment located off the Delaware River. The entire space is for your enjoyment and privacy. Relax and recharge at this Creekside Lodge, located 90 minutes from Manhattan. It is nestled between a seasonal creek and the Delaware River, famed for it's fishing, hiking, and kayaking. Explore 'Stairway Lake' via nearby hiking trails or just relax on the river next to a camp fire. A truly sublime atmosphere for those seeking a rejuvenating and inspiring getaway.

Creekside Beacon—Go Car-Free!—Steps to Hiking/Main

Wake up next to a burbling creek in this immaculately clean full-floor apartment in the best possible location in Beacon. Just steps to Main Street, Roundhouse, Hudson Valley Brewery, and so much hiking. Perfect for a car-free escape (you can walk everywhere). Easy access to Metro-North train, Dia: Beacon. Walk to Mt Beacon hiking. Also near: Storm King, Breakneck Ridge, West Point. Permit# 2O26-OO27.STR (Please click the "Show More" button below for more info!)

Glenbrook Country Villa

1856 high gothic revival brick country villa designed by architect Frederick C. Withers (Jefferson Market Library) in the hamlet of Balmville. Within the house is a cozy one bedroom second floor suite through a private side entrance and up a flight of stairs. Freshly updated with a mix of antique and contemporary furnishings against a backdrop of safe but stylish Farrow & Ball paint colors. Relax, enjoy complementary coffee and tea -- just make yourself at home.

Idyllic Hudson River View Stay

Cozy suite with fireplace and private deck views of the majestic Hudson River nestled in a quiet safe residential well-maintained neighborhood away from the city of Newburgh close to the Newburgh-Beacon bridge and the prestigious Powelton Country Club. This suite has a full kitchenette and a separate living space with couch, smart TV, queen bed and table. Private deck accessible by sliding glass door where you can enjoy sunrises and soak in peaceful views.